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1) Feel free to express yourself but, do so respectfully!
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Diamond and Pearl>Advanced Generation>>XY>>>Original (Misty was an awful character)>>>>>Black and White (and Iris somehow managed to be even worse than Misty).

DP had the most threatening antagonists. Ash was at his peak and only ever lost to people who were either equal to or beyond his skill level in this series.

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He also got closer to winning a league than he ever had before. And would've won if it wasn't for that troll move at the end.

Brock actually had a purpose beyond cook, clean, and nurse and developed a goal of his own. It also had best girl Dawn.

As for my favorite games, it's a tie between Platinum and XY. I really love the time system platinum had and the character customization XY had. Chimchar is also my favorite starter out of all the games combined. Black is a really close second though. It had a great theme going for it and I also was quite fond of that movie aspect.

As for the movies, well must if them are surpassingly pretty good. They usually touch upon some interesting themes as well as again having antagonists who are actually threatening (yeah, I despise Team Rocket). The best of them is defintely Arceus and the Jewel of Life. Though Destiny Deoxys, Jirachi Wishmaker, the one with Entei, and pretty much all of the 4th generation movies are also pretty good.

I despise Pokemon Origins because it's almost exactly the same as the games.

And for games, I think Pokemon Emerald was by far my favorite. I got a malfunctioned rip-off copy of the Pokemon Emerald game that didn't work, and sometimes the saves didn't save, and I had to start completely from the beginning. So I played that version a lot. And then someone gave me an actual copy of the game and I finished it. I kind of feel a bond to that game now.

I know this is purely based on nostalgia but my favorite Pokemon series will always be Generation 1. It was my introduction to Pokemon and for a while the anime was all I had before my parents bought me a GBA and I finally played my first Pokemon game which was Ruby. After getting the game I stopped watching the anime, but my memories of Gen 1 are still in my heart.

As for the movies, I love that most of them tend to be darker and explore themes that were not seen in the show. My favorite movie has to be the first one with Mewtwo. And for some reason that I still don't know, I also really like the fifth one with Latios and Latias.

I can't figure out which one of the games is my favorite, even though X and Y had one of my least liked stories in the franchise, the Kalos region was beautiful and a total joy to explore, but I also love Hoenn since it was my first region. The nostalgia was so strong that I broke one of my personal rules of never pre ordering a game and I ran to the store to pre order a copy of Omega Ruby for the 3DS.

The first three movies are still really good. I don't know about the rest of them. Most of them are probably fine and I don't really think that there's anything too bad for kids in there.
The indigo league is probably the best. It shows us Ash's origin and gives him a drive. It brings in the classic characters of Brock and Misty and really broke a lot of ground. You'll never catch the magic of that one time where Ash was stuck in a cave and his Pokémon came to comfort him and warm him. That was beautiful.
I'd say that after they leave Johto things start to go downhill. Every season is gonna have it's good moments of course.
Ehhhhh what do I know?